4.6 Article

γ-Valerolactone as a Renewable Dipolar Aprotic Solvent Deriving from Biomass Degradation for the Hiyama Reaction

Journal

ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 2, Issue 10, Pages 2461-2464

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/sc5004727

Keywords

gamma-Valerolactone; Hiyama reaction; Renewable feedstock; Green chemistry; Safer media

Funding

  1. National project BIT3G Italian Green Chemistry Cluster
  2. Universita degli Studi di Perugia
  3. Ministero dell'Istruzione, dell'Universita e della Ricerca (MIUR) [RBFR08JKHI]
  4. Fondazione Cassa di Risparmio di Terni e Narni

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gamma-Valerolactone (GVL) can be a valid biobased replacement for toxic dipolar aprotic solvents especially in widely used cross-coupling reactions. In this contribution, we have proved that GVL can be a useful medium for the Hiyama reaction, and we developed a practical and efficient protocol for the Hiyarna coupling using a nonexpensive and commercially available heterogeneous palladium catalyst without the use of any ligand or additive. Desired cross-coupling products 3a-m have been obtained in good to excellent yields (74-94%).

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